Evidence map›Paper›PMID 31437394›Full record

ArticleACS combinatorial science2019

One-Pot Parallel Synthesis of 5-(Dialkylamino)tetrazoles.

Olena Savych, Yuliya O Kuchkovska, Andrey V Bogolyubsky, Anzhelika I Konovets, Kateryna E Gubina, Sergey E Pipko, Anton V Zhemera, Alexander V Grishchenko, Dmytro N Khomenko, Volodymyr S Brovarets and 3 more

Abstract read
In one paragraph

Article in ACS combinatorial science, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.

0numbers the graph read from it
0cells of the map it votes in
7citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

7 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Article
  5. Nanomagnetic tetraaza (NNanoscale advances · 2023
    Article
  6. Article
  7. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

13 authors.

Olena SavychEnamine, Ltd. , Chervonotkatska Street 78 , Kyiv 02094 , Ukraine , www.enamine.net.
Yuliya O KuchkovskaEnamine, Ltd. , Chervonotkatska Street 78 , Kyiv 02094 , Ukraine , www.enamine.net.
Andrey V BogolyubskyEnamine, Ltd. , Chervonotkatska Street 78 , Kyiv 02094 , Ukraine , www.enamine.net.
Anzhelika I KonovetsEnamine, Ltd. , Chervonotkatska Street 78 , Kyiv 02094 , Ukraine , www.enamine.net.
Kateryna E GubinaTaras Shevchenko National University of Kyiv , Volodymyrska Street 60 , Kyiv 01601 , Ukraine.
Sergey E PipkoChemspace , Ilukstes iela 38-5 , Riga , LV-1082 , Latvia.
Anton V ZhemeraEnamine, Ltd. , Chervonotkatska Street 78 , Kyiv 02094 , Ukraine , www.enamine.net.
Alexander V GrishchenkoEnamine, Ltd. , Chervonotkatska Street 78 , Kyiv 02094 , Ukraine , www.enamine.net.
Dmytro N KhomenkoTaras Shevchenko National University of Kyiv , Volodymyrska Street 60 , Kyiv 01601 , Ukraine.
Volodymyr S BrovaretsV. P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry , National Academy of Sciences of Ukraine , Murmanska Street 1 , Kyiv 02094 , Ukraine.ORCID 0000-0001-6668-3412
Roman DoroschukTaras Shevchenko National University of Kyiv , Volodymyrska Street 60 , Kyiv 01601 , Ukraine.
Yurii S MorozTaras Shevchenko National University of Kyiv , Volodymyrska Street 60 , Kyiv 01601 , Ukraine.
Oleksandr O GrygorenkoEnamine, Ltd. , Chervonotkatska Street 78 , Kyiv 02094 , Ukraine , www.enamine.net.ORCID 0000-0002-6036-5859

Funding

Ultra-large library docking for ligand discoveryR01GM133836 · NIGMS · UNIVERSITY OF CALIFORNIA, SAN FRANCISCO · PI IRWIN, JOHN J. · 2019 to 2022
$1.6M
NIGMS NIH HHS R01 GM133836
6 · The paper itself

Abstract

Two protocols for the combinatorial synthesis of 5-(dialkylamino)tetrazoles were developed. The best success rate (67%) was shown by the method that used primary and secondary amines, 2,2,2-trifluoroethylthiocarbamate, and sodium azide as the starting reagents. The key steps included the formation of unsymmetrical thiourea, subsequent alkylation with 1,3-propane sultone and cyclization with azide anion. A 559-member aminotetrazole library was synthesized by this approach; the overall readily accessible (REAL) chemical space covered by the method exceeded 7 million feasible compounds.

Indexed as

AlkylationAminesAzidesCatalysisCyclizationMolecular StructureSodium AzideTemperatureTetrazolesThiocarbamatesThiophenesThiourea1,3-propane sultoneAminesAzidesSodium AzideTetrazolesThiocarbamatesThiophenesThiourea2,2,2-trifluoroethylthiocarbamateheterocyclizationREAL (readily accessible) compoundstetrazolesthiourea

Identifiers

PMID31437394
PMCPMC7297054

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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.